m-Chloroperbenzoic acid → 2-(2-Phenylethyl)oxirane

HRID 1351851

Reaktionsgleichung

Reaktionsgleichung von HRID 1351851
[CH:1]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[CH:2][CH2:3][CH3:4].C(=O)([O-])[OH:12].[Na+].ClC1C=CC=C(C(OO)=O)C=1>ClCCl.O>[CH2:2]([CH:3]1[CH2:4][O:12]1)[CH2:1][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

6

Edukt 3

HCID 70297m-Chloroperbenzoic acidHCID 1230881-Phenyl-1-buteneHCID 516892Sodium Bicarbonate

Produkt 1

HCID 1359552-(2-Phenylethyl)oxirane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of but-3-butenylbenzene (3 ml) and sodium hydrogen carbonate (2.5 g) in a mixture of dichloromethane (200 ml) and water (60 ml) was added small portions of m-chloroperbenzoic acid (3.5 g) at room temperature, and the mixture was stirred at the same temperature for 4 hours. After separation, the organic layer was successively washed with saturated aqueous sodium hydrogencarbonate and brine, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=100:3) to give 2-phenethyloxirane (970 mg).

Aufarbeitung

  1. customAfter separation
  2. washthe organic layer was successively washed with saturated aqueous sodium hydrogencarbonate and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=100:3)

Quellen und Nachweise

ORD-Eintrag
ord-bb67ebae380943699536426ea432dd75
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217706B2

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